Pyridine → HCID 23056777, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-amino-5-chloropyridin-2(1H)-iminium 2,4,6-trimethylbenzenesulfonate (500 mg, 1.45 mmol, Eq: 1.00), 2-chloroacetyl chloride (172 mg, 122 μl, 1.53 mmol, Eq: 1.05) and pyridine (242 mg, 247 μl, 3.05 mmol, Eq: 2.1) in DMF (5.00 ml) was stirred at 90° C. for 2 h. The mixture was poured on 20 ml half saturated aq. NaHCO3 and extracted with EtOAc. The combined organic phases were dried over Na2SO4, filtered and concentrated to an oil. Purification by column chromatography (SiO2, 0 to 80% EtOAc in n-heptane) gave the desired product (68 mg, 23%) as a white solid. MS m/z=202.1 (M+H+)

Provenance & Evidence